I also have done similar things many many times. I'm addicted to it.
Poster here. I know what you mean. They want/need the money or food or both, I get it for them. It's not forced but I know they'd rather not do it. I've fucked 2 homeless women before and 1 homeless boy about 18 or so. Mostly I just feel them and look at the women naked and jack off.
2 here , my favorite is to have the woman jerk me or if I'm lucky suck me with her husband or family watching.
I am in my 50s, live alone and this homeless girl, may be 19 or 20yo, visits me when she needs a bath and I give her some food every time she comes to my place. During this lockdown situation she has been a regular visitor and she helps me cleaning by kitchen and bathroom. Last Saturday, She was cleaning the kitchen and I thought I would go to the bathroom to organize some of my things there. There I found a pair of her used thong lying on the floor. I took it in my hand, examined, noticed the stains on the crotch area, sniffed it deep. When I was doing it and about to lick it, I had a huge hard-on exposed trough my boxer and I started to stoke my cock. Suddenly, I saw her standing on the partly opened door! I really felt embarrassed but she entered and asked me to relax - approaching saying, 'let me help you'. She gave a warm bj - I never had like it for years!! This day we had shower together, I shaved her pussy clean and fucked almost whole day. I hope to continue this throughout this lockdown period...